A2 Organic Flashcards

1
Q

what does NMR stand for?

A

nuclear magnetic resonance

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2
Q

13C NMR gives simpler spectra than 1H NMR

A

.

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3
Q

what mass number is needed for NMR

A

odd mass number

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4
Q

what solvents can the sample be dissolved in in 13C NMR & why?

A

polar solvents dissolve polar molecules & non-polar solvents dissolve non-polar molecules

CCl4 - non-polar molecule

D = 2H = even mass # so will not give signal
CDCl3 - polar molecule
C6D6

these C will give a signal but the value is known so is removed from the spectrum

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5
Q

what substance is used to calibrate the spectrum, what is its structure?

A

tetramethylsilane
Si(CH3)4 - see booklet

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6
Q

why is TMS used for calibration of spectrum?

A

it only gives one signal
it is non-toxic
it is inert
it has a low bp so can be easily removed from sample afterwards
it gives a signal that is far right than most signals from organic compounds - this is given the value of 0ppm

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7
Q

in 13C NMR, what is the # of signals based on?

A

the number of C atoms in different chemical environments

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8
Q

in 13C NMR, what does chemical shift depend on?

A

what other atoms/groups are near the C
the closer the C is to electronegative atoms (e.g. O, Cl), the greater the chemical shift
the more electronegative atoms near to the C, the greater the chemical shift

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9
Q

what is the relevance of the vertical axis in 13C NMR

A

it has no relevance

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10
Q

when looking at the table of 13C NMR values,

A

start at the bottom & work your way up

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11
Q

what is the relevance of the vertical axis in 1H NMR

A

it shows the intensity of the absorption

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12
Q

in 1H NMR, what is the number of signals based on?

A

there is one signal for each set of equivalent H atoms (H atoms in equivalent chemical environment)

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13
Q

in 1H NMR, what is the area of each signal based on?

A

the area of each signal is proportional to the # of equivalent H atoms (H atoms in equivalent chemical environment)

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14
Q

in 1H NMR, what is the integration ratio?

A

it indicates the relative numbers of H atoms in different environments/equivalent H atoms

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15
Q

for splitting patterns, the number of lines =

A

1 + the number of inequivalent H atoms on adjacent C atoms

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16
Q

across which atoms is there no splitting?

A

O
-OH group in alcohols rarely causes splitting or is split itself
sometimes the H of the OH appears as a broad bump

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17
Q

what are the relative heights of peaks in splitting?

A

singlet
doublet 1:1
triplet 1:2:1
quartet 1:3:3:1
multiplet

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18
Q

what is the number of neighbouring inequivalent H atoms for each splitting signal?

A

singlet: 0
doublet: 1
triplet: 2
quartet: 3

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19
Q

name the 3 types of chromatography

A
  1. thin-layer chromatography
  2. column chromatography
  3. gas chromatography
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20
Q

describe thin-layer chromatography

A

a plate is coated with a solid & a solvent moves up the plate

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21
Q

describe column chromatography

A

a column is packed with a solid and a solvent moves down the column

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22
Q

describe gas chromatography

A

a column is packed with a solid or a solid coated by a liquid
a gas is passed through the column under pressure at high temp.

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23
Q

in chromatography, what does separation depend on

A

the balance b/w solubility in/affinity for the moving phase & retention by the stationary phase

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24
Q

how to calculate Rf value

A

distance travelled by component / distance travelled by solvent

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25
what is retention time?
time taken for each substance to drain out of the column in column chromatography
26
the greater the affinity of a molecule to the mobile phase,
the faster it moves with the mobile phase = the lower the retention time
27
describe the method for thin-layer chromatography
metal plate coated with thin layer of powdered silica components put on plate pencil start line is drawn solvent moves up the plate sealed system to reduce loss of solvent & increase speed can calculate Rf value insoluble components stay on pencil line
28
describe the method for 2d TLC
after the first attempt, rotate the plate 90degrees & use a different solvent this works well for substances that are insoluble in the first solvent
29
describe the method for column chromatography
vertical column is filled with a solid, powdered substance usually silica (to increase sa) = stationary phase solvent that contains the mixture being analysed is added & moves down the column as the mobile phase the different affinities of molecules in the mixture = they drain out of the column at different times & are collected as separate samples
30
silica is polar
31
describe the method for gas chromatography
thin tube is filled with a solid, powdered substance = stationary phase e.g. silica inert gas carrier = mobile phase @ high pressure & high temp. separate mixtures of volatile liquids @ end of column, detectors identify each component & retention time for each compound can be recorded
32
describe gas chromatography mass spectrometry (GCMS)
type of GC separated components are ionised as they emerge from column identity & abundance of each component are measured by MS GCMS is much faster & more accurate
33
what is the order of priority of functional groups?
alkenes haloalkanes amines alcohols ketones aldehydes nitriles amides acyl chloride acid anhydride esters carboxylic acids
34
define optical isomerism
a form of stereoisomerism that occurs in molecules with a single chiral carbon centre
35
what is a chiral carbon atom?
C with 4 different groups attached asymmetric
36
what are enantiomers?
2 compounds that are optical isomers
37
what are optical isomers?
molecules that are non-super imposable mirror images, and have different effects on the plane of polarised light they have the same chemical & physical properties
38
what is a racemate/racemic mixture?
a 50/50 mixture of the enantiomers
39
what effect do optical isomers have on the plane of polarised light?
optical isomers can rotate the plane of polarised light one enantiomer rotates the plane of polarised light in one direction & the other enantiomer rotates the plane of polarised light by the same amount in the opposite direction
40
what effect does a racemic mixture have on the plane of polarised light & why?
no effect - they are optically inactive each enantiomer rotates the plane of polarised light by the same amount in opposite directions, so their effects cancel out
41
can ketones be oxidised?
no
42
what are the oxidation equations for: primary alcohols aldehydes secondary alcohols?
see booklet
43
what are the reduction equations for aldehydes & ketones & what is the reducing agent?
see booklet NaBH4 provides H- ions
44
what ion does reduction of aldehydes & ketones produce?
H-
45
describe the importance of acidified potassium dichromate (K2Cr2O7 & H2SO4)
orange Cr2O7 2- ion are reduced to green Cr3+ ions as they oxidise alcohol/aldehyde
46
under what conditions is a primary alcohol oxidised to an aldehyde & carboxylic acid?
aldehyde: distillation carboxylic acid: reflux
47
what are the tests for an aldehyde & explain red./ox. that happens?
Tollen's reagent Ag(NH3)2 + ions reduced to silver mirror aldehyde is oxidised to carboxylic acid Fehling's solution blue solution forms red precipitate Cu2+ ions reduced to Cu2O aldehyde is oxidised to carboxylic acid
48
what mechanism is involved in reduction?
nucleophilic addition
49
what are the reagent, conditions, products & overall equation of nucleophilic addition for reduction?
reagent: NaBH4 or LiAlH4 conditions: aqueous or LiAlH4 in ether (any H2O will explode) products: from aldehydes, 1 alcohols & from ketones, 2 alcohols overall equation: + 2[H] - see booklet
50
what is the mechanism for nucleophilic addition for reduction?
see booklet
51
what are the sources of H- & H+ ions in nuc. add. for reduction?
H- ions: NaBH4 H+ ions: water
52
what are the reagents, conditions, products & overall equation of nucleophilic addition for addition of HCN?
reagents: KCN followed by dilute strong acid KCN is ionic & soluble so strong acid provides H+ conditions: aqueous products: 2-hydroxynitriles overall equation: + HCN - see booklet
53
what are the hazards of using KCN?
it is very toxic
54
why is HCN not the reagent for nuc. add.?
HCN is weak acid so v. low conc. so slow rate HCN <--> H+ + CN- HCN is a toxic gas so difficult to handle safely
55
what is the mechanism for nucleophilic addition for addition of HCN?
see booklet
56
what type of mixture is generally formed from nucleophilic addition for addition of HCN & why?
a racemic mixture the CN- attacks (attaches to) the planar >C=O from above & below with equal probability so forms a 50/50 mixture of enantiomers (optical isomers) so the product has no effect on the plane of polarised light
57
what is the effect of 2-hydroxymethylpropanenitrile on the plane of polarised light?
no effect on the plane of polarised light because there is no chiral carbon so not optically active
58
what type of acids are carboxylic acids?
weak acids - only a small fraction of the molecules dissociate to release H+ ions in water
59
what do carboxylic acids react with & what is the rate of reaction compared to strong acids? what stays the same?
alkalis, metals, carbonates, ammonia slower rate moles that react are the same
60
how do you name & draw the salts of carboxylic acids?
e.g. sodium methanoate take off the H, leaving O- & put +ve ion next to it with a + sign
61
what is esterification?
making esters
62
describe the reaction for esterification with CA + alcohol
slow & reversible conc. acid catalyst
63
what 3 things are needed for esterification?
alcohol carboxylic acid conc. acid
64
what is the better method of esterification & what are the benefits?
reacting an alcohol & an acid anhydride reaction is faster & give higher yield
65
how are acid anhydrides formed?
from 2 carboxylic acids -H on one & -OH on other are removed & form water functional group for acid anhydrides: -C=O - O - C=O -
66
describe ester hydrolysis in acidic conditions
esters can be broken down into carboxylic acid & alcohol slow & reversible reaction
67
describe ester hydrolysis in alkali conditions
= saponification reaction goes to completion forms salt of carboxylic acid & alcohol
68
what are the uses of esters?
1. food flavouring 2. perfumes (contain mixtures of esters in solvents that quickly evaporate) 4. used as solvents 5. used as plasticisers, which are added to polymers to make them more flexible
69
what are lipids?
esters 3 long carboxylic acids (fatty acids) joined through propane-1,2,3-triol (glycerol), which has 3 alcohol groups
70
what are oils & what do they contain?
lipids that are liquid at room temp. tend to contain unsaturated fatty acids
71
what are fats & what do they contain?
lipids that are solid at room temp. tend to contain saturated fatty acids
72
define saturated fatty acid
fatty acid with no C=C
73
monounsaturated vs polyunsaturated fatty acids
mono: contain one C=C poly: contain more than one C=C
74
what is saponification?
lipids break down in alkali conditions (in KOH) to form the salts of fatty acids (anionic surfactants = soaps) + glycerol
75
what is the reagent for the breakdown of lipids into fatty acids + glycerol?
HCl
76
describe biodiesel production
lipid breaks down into 3 fatty acids & glycerol by reaction with KOH fatty acids converted into methyl esters using methanol KOH is a catalyst
77
what type of fuel can biodiesel be?
carbon neutral renewable
78
define carbon neutral
no net annual release of CO2 into the atmosphere bc same amount CO2 released when fuel is burned as the crops it was made from absorbed for PS
79
define biofuel
fuel that gives out heat energy made from plants/organic matter
80
how do soaps work?
fatty acid - hydrophobic forms VDW forces b/w other long chain alkyl groups C=O - O- hydrophilic O- surrounded by delta + H of water = ionic interaction
81
compare acylation using carboxylic acids, acid anhydrides & acyl chlorides
carboxylic acids: slow, low yield acid anhydride: acceptable rate & yield cheaper produce a carboxylic acid as a product acyl chloride: high yield but too vigorous so cannot control reaction much more expensive produce corrosive HCl product
82
what is acylation?
the insertion of an acyl group
83
what is an acyl group?
r-c=o
84
what are the reagents, conditions & products of nucleophilic addition-elimination for acylation?
acid anhydride or acyl chloride from water - carboxylic acid from alcohols - ester from ammonia - amide from amines - n-substituted amide other product is an acid
85
what atoms do the acyl group replace on alcohols & water?
H on the O of alcohols/water is replaced by an acyl group
86
what atoms do acyl groups replace for amine/ammonia?
H on the N of an amine/ammonia is replaced by an acyl group
87
acylation: with amines/ammonia, what does the acid by-product react with & form?
acid reacts with second molecule of amine/ammonia to form ammonium salt the acid by-product donates H+ to another molecule of ammonia/amine
88
what is the mechanism for acylation of ammines/ammonia & alcohols/water with acyl chlorides?
see booklet
89
what is the structure of benzene?
C6H6 hexagonal ring with 1 H bonded to each C planar each C forms 3 covalent bonds all C-C same length - intermediate b/w single & double bond
90
how are the e-s arranged in benzene molecule?
one e- on each C atom in p orbital that is perpendicular to plane of the benzene ring cloud of -ve charge above & below the plane of the ring = spare e-s overlap in pi cloud ring of delocalised p e-s
91
what are the 3 pieces of evidence for the delocalised structure of benzene compared with 1,3,5-cyclohexatriene?
1. C-C bond length 2. addition reactions 3. enthalpy of hydrogenation
92
how does C-C bond length give evidence for the delocalised structure of benzene?
in benzene, all 6 C-C bonds are the same length, intermediate b/w single & double bonds (0.139nm) in cyclohexa-1,3,5-triene, there are 3 longer C-C bonds 0.154nm & 3 shorter C=C bonds 0.134nm
93
how do addition reactions give evidence for the delocalised structure of benzene?
benzene reacts very slowly & needs a catalyst so substitution reactions occur in preference to addition 1,3,5-cyclohexatriene readily undergoes electrophilic addition bromine water turns from orange to colourless
94
how does enthalpy of hydrogenation give evidence for the delocalised structure of benzene?
cyclohexene + H2 --> cyclohexane enthalpy change = -120kJ 1,3,5-cyclohexatriene + 3H2 --> cyclohexane -360kJ but hydrogenating benzene: benzene + 3H2 --> cyclohexane -208kJ --> benzene is more stable than 1,3,5-cyclohexatriene benzene is 152kJ more stable than the triene bc benzene has delocalised e-s the 152kJ = delocalisation energy of the p e-s
95
what is the stability of cyclohexane?
most energetically stable compared w benzene & triene
96
how do aromatics react?
electrophilic substitution
97
what are the reagents, conditions & products of electrophilic substitution for nitration?
conc. HNO3 & conc. H2SO4 below 50C to minimise multiple substitutions products: aromatic nitro compounds
98
what are aromatic nitro compounds used for?
to make aromatic amines --> azo dyes to make explosives
99
what is the overall equation for electrophilic substitution (nitration)?
see booklet
100
what is the equation for making the electrophile in nitration (NO2+)?
HNO3 + H2SO4 --> NO2+ + HSO4- + H2O
101
what is the mechanism for electrophilic substitution (nitration)?
see booklet at end show regeneration of catalyst: H+ + HSO4- --> H2SO4
102
what are the reagents, conditions & products of electrophilic substitution for Friedel-Crafts acylation?
acyl chloride & AlCl3 <50C, anhydrous to prevent reaction of AlCl3 products: aromatic ketones --> organic synthesis
103
what is the overall equation for electrophilic substitution (F-C acylation)?
see booklet
104
what is the equation for making the electrophile in F-C acylation?
see booklet
105
what is the mechanism for electrophilic substitution (F-C acylation)?
see booklet at end show regeneration of catalyst: H+ + AlCl4- --> AlCl3 + HCl
106
compare Friedel-Crafts acylation with normal acylation
see table in booklet
107
be aware of F-C acylation with acid anhydrides - never come up before
see booklet
108
what are the different types of amines?
primary, secondary, tertiary related to ammonia (NH3) aromatic amines: N is directly bonded to the benzene ring
109
what are the interactions b/w amine molecules?
some hydrogen bonding but weaker than in alcohols (as N is less electronegative than O) no H bonding b/w tertiary amines
110
compare the melting points of primary, secondary & tertiary amines & quaternary ammonium salts
primary & secondary: both have H bonding (&VDW) b/w molecules secondary amine has higher mp bc larger so stronger VDW tertiary: lowest mp bc no H bonding b/w molecules - only VDW b/w molecules quaternary ammonium salt: highest mp - ionic interactions --> lattice
111
describe the structure of quaternary ammonium salts
no lone pair of e-s on N so do not behave like amines/ammonia one dative covalent bond - N donates 2e-s
112
describe the preparation of aliphatic amines by reacting NH3 + halogenoalkanes
excess conc. NH3 in ethanol, high pressure in sealed container equation: R-X + 2NH3 --> R-NH2 + NH4X nucleophilic substitution mechanism if conc. of halogenoalkane > conc. of NH3, further substitutions happen to form 2 & 3 amines then 4 ammonium salt. if excess conc. NH3 used, 1y amine main product (but still mixture of products) if excess halogenoalkane is used, 4y ammonium salt is main product
113
describe the preparation of aliphatic amines by reduction of nitrile compounds
only one amine formed, not a mixture product has one more C atom than the starting material 1. formation of a nitrile from a halogenoalkane 2. reduction of the nitrile to form an amine
114
describe the formation of a nitrile from a halogenoalkane
R-X + KCN warm ethanol & water --> R-CN +KX H2O dissolves ionic KCN ethanol dissolves halogenoalkane
115
describe the reduction of the nitrile to form an amine
R-CN + 2H2 Ni catalyst & heat --> R-CH2-NH2 or R-CN + 4[H] LiAlH4 in ethoxyethane --> R-CH2-NH2
116
describe the preparation of 1y aromatic amines & equation what would the product be if NaOH not added?
reduction of nitro compounds tin & moderately conc. HCl followed by NaOH see booklet for equation 4y ammonium salt - see booklet
117
how are amines Bronsted-Lowry bases? Lewis bases?
proton acceptors weak bases bases bc lone pair of e-s on N atom can readily accept a proton equilibrium reaction see booklet e- pair donor
118
what does the ability of ammonia/amine to act as a base depend on?
how well the lone pair on N can accept H+ the higher the e- density of the lone pair on N, the better it can accept H+ --> so the stronger the base
119
what is the order of base strength?
3y amine > 2y amine > 1y amine > NH3 > aromatic amine
120
compare & explain the difference in base strength of 3y, 2y & 1y amines to ammonia
the more alkyl groups that are substituted onto the N atom, the more electron density is pushed onto the lone pair on N so the it is better at accepting H+ so the stronger the base
121
compare & explain the difference in base strength of ammonia & aromatic amines
the lone pair on N is delocalised into the benzene ring, so it is less electron dense so worse H+ acceptor so weaker base
122
describe the successive nucleophilic substitution reactions of amines = further substitution
the amine product has a greater e- density on the lone pair on N so is better at reacting with the halogenoalkane than the original molecule the H atoms on N are successively replaced by the R group from the halogenoalkanes to eventually form the quaternary ammonium salt
123
draw mechanism for formation of aliphatic amines
nuc. sub. see booklet
124
describe the uses of quaternary ammonium salts
cationic surfactants fabric softener hair conditioner ionic 'head' = hydrophilic alkyl chain 'tail' = hydrophobic
125
state the equation & draw the mechanism for acylation of amines
nuc. addition-elimination see booklet replaces H on N with acyl group --> amide + HCl or carboxylic acid 2nd molecule reacts with HCl/carb. acid --> salt
126
what is the general structure of amino acids?
H2N-C-H-R-COOH amine group, carboxylic acid group & variable R group every amino acid exists as a Zwitterion (20 naturally occurring AAs)
127
define Zwitterion
each amine group is protonated by a carboxylic acid group on another molecule
128
what attractions are there b/w Zwitterions?
ionic attraction
129
describe how amino acids show optical isomerism
amino acids (except glycine) have a chiral C atom with 4 different groups attached to it so when the plane of polarised light is shone at them, it is rotated only one of these enantiomers is present in nature
130
define primary structure of an amino acid
the sequence of amino acid units in the chain
131
define secondary structure of an amino acid
the chain of AAs is often arranged in a helix (or B-pleated sheets) = 2y structure helix is held together by hydrogen bonds b/w C=O & H-N in adjacent spirals there are many H bonds --> stable
132
define tertiary structure of an amino acid
the helix of AAs is folded into a specific 3D shape = 3y structure caused by bonds b/w R groups: electrostatic/ionic interactions, H-bonds, disulfide bridges (& permanent dipole-dipole)
133
how does the amine group of an AA react?
protonated by acids acylation with acyl chlorides & acid anhydrides nucleophilic substitution with halogenoalkanes
134
how does the carboxylic acid group of an AA react?
deprotonated by bases esterification with alcohols (with conc. acid catalyst)
135
how are peptides formed?
amino acids are joined together in condensation reactions to make dipeptides & polypeptides - joined together by amide/peptide
136
draw diagram of dipeptide
2 forms C=O-N-H in middle
137
how are peptides/proteins broken down?
hydrolysed into their constituent AAs either with: strong acid --> -NH3+ strong alkali --> -COO-
138
draw the structure of amino acids in alkali, neutral & acidic conditions
neutral = Zwitterion see table in booklet
139
state how you can differentiate b/w stereoisomers of amino acids
optical isomerism shine plane of polarised light at sample then observe which way it is rotated each enantiomer will rotate it in opposite directions by the same amount
140
why is a polyester biodegradable?
is can be easily hydrolysed
141
define protein
series of amino acids joined by peptide link
142
how can amino acids be separated & identified?
thin layer chromatography located on chromatogram by developing agents e.g. ninhydrin or UV identified by Rf values
143
draw disulfide bridge b/w 2 cysteine groups
-S-S-
144
describe active sites of enzymes
stereospecific - specific geometry that allows substrate to bind e.g. with H bonds only one enantiomer can bind binds to substrate molecule
145
define enzyme
proteins that act as catalysts in biological systems
146
drugs can be...
enzyme inhibitors that bind to active site
147
how can such drugs be designed?
using computers
148
what is a nucleotide made up of?
a phosphate ion bonded to 2-deoxyribose which is bonded to 1 of the 4 bases adenine, cytosine, guanine & thymine
149
draw part of the DNA backbone
see booklet
150
draw nucleotide with each of the 4 bases
see booklet
151
draw how a cytosine unit H bonds to guanine unit
see booklet
152
draw how a thymine unit H bonds to adenine unit
see booklet
153
describe the structure of DNA
a single strand of DNA (deoxyribonucleic acid) is a polymer of nucleotides linked by covalent bonds b/w the phosphate group of one nucleotide and the 2-deoxyribose of another nucleotide this forms a sugar-phosphate-sugar-phosphate polymer chain with bases attached to the sugars 2 complementary strands are arranged as a double helix
154
what is 3 prime & 5 prime in DNA?
the # of carbon atom that the phosphate group is bonded to
155
draw cis-platin
see booklet same group same side
156
explain how cis-platin acts as an anti-cancer drug
stops DNA replication in cancer cells by ligand replacement reaction with DNA: Cl ligands are replaced in which a bond is formed b/w platinum & a nitrogen atom on 2 guanines on different DNA strands at 90degrees --> binds strands together so cannot be separated
157
society needs to assess the balance between the benefits and the adverse effects of drugs, such as the anticancer drug cisplatin
158
draw trans-platin & explain why this would not stop DNA replication
see booklet - same groups on opposite sides trans-platin has the wrong geometry, as Cl atoms are 180 apart, to bind to 2 guanines on opposite strands so cannot hold DNA strands together
159
define addition polymers
long chain molecules made from joining many short molecules (monomers) together with no other products
160
what are the monomers for addition polymers
alkenes molecules with C=C
161
examples of addition polymers
poly(ethene) PVC poly(propene)
162
what is the biodegradability of addition polymers & why?
non-biodegradable due to absence of polar bond in the main chain - all bonds are C-C
163
define condensation polymers
long chain molecules made from joining many shorter molecules (monomers) together with another small molecule also formed e.g. water, HCl, NH3
164
how are condensation polymers formed?
by reactions b/w dicarboxylic acids & diols dicarboxylic acids & diamines amino acids
165
what are the repeating units & linkages b/w them in polyesters e.g. terylene
dicarboxylic acid + diol water released -O-C=O see booklet
166
what are the typical uses of polyesters e.g. terylene
terylene is used as rope as it is tough & strong other polyesters can be used as clothing fabric
167
what are the repeating units & linkages b/w them in polyamides e.g. nylon 6,6 & kevlar
dicarboxylic acid + diamine w water released or polymerisation of amino acids bc they have carboxyl & amine group NH-C=O amide linkage see booklet
168
what are the typical uses of polyamides e.g. nylon 6,6 & kevlar
strength nylon 6,6 - clothing fabric kevlar - bulletproof vest
169
describe the IMF b/w molecules of condensation polymers
H bonds permanent dipole-dipole
170
draw repeating unit from monomer structure & from section of polymer chain draw structure of monomer from section of polymer
171
describe the hydrolysis of condensation polymers
can be hydrolysed back to constituent molecules by the addition of H2O H2O attracted to polar regions - polar bonds links are broken
172
what is the biodegradability of condensation polymers & why?
biodegradable polar C-N or C-O bonds in the main chain can be broken down easily
173
why does chlorobenzene not react with ammonia under normal conditions?
the e- rich ring in benzene repels ammonia
174
what is the effect of high temperatures on dipeptides/polypeptides?
heat speeds up hydrolysis, forming constituent AAs
175
what is the test for halogenoalkanes?
add sodium hydroxide solution (OH- ions replace the Br by nucleophilic substitution) add dilute nitric acid then silver nitrate solution silver halide precipitate forms
176
what are the structures of kevlar, nylon & terylene?
see sheet